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Approach to Circular Chemistry Preparing New Polyesters from Olive Oil

[Image: see text] The transformation of cooking oils and their waste into polyesters is a challenge for circular chemistry. Herein, we have used epoxidized olive oil (EOO), obtained from cooking olive oil (COO), and various cyclic anhydrides (such as phthalic anhydride PA, maleic anhydride MA, and s...

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Autores principales: Werlinger, Francisca, Caprile, Renato, Cárdenas-Toledo, Valentino, Tarraff, Bastián, Mesías-Salazar, Ángela, Rojas, René S., Martínez, Javier, Trofymchuk, Oleksandra S., Flores, Mario E.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2023
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10286094/
https://www.ncbi.nlm.nih.gov/pubmed/37360442
http://dx.doi.org/10.1021/acsomega.3c00623
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author Werlinger, Francisca
Caprile, Renato
Cárdenas-Toledo, Valentino
Tarraff, Bastián
Mesías-Salazar, Ángela
Rojas, René S.
Martínez, Javier
Trofymchuk, Oleksandra S.
Flores, Mario E.
author_facet Werlinger, Francisca
Caprile, Renato
Cárdenas-Toledo, Valentino
Tarraff, Bastián
Mesías-Salazar, Ángela
Rojas, René S.
Martínez, Javier
Trofymchuk, Oleksandra S.
Flores, Mario E.
author_sort Werlinger, Francisca
collection PubMed
description [Image: see text] The transformation of cooking oils and their waste into polyesters is a challenge for circular chemistry. Herein, we have used epoxidized olive oil (EOO), obtained from cooking olive oil (COO), and various cyclic anhydrides (such as phthalic anhydride PA, maleic anhydride MA, and succinic anhydride SA) as raw materials for the preparation of new bio-based polyesters. For the synthesis of these materials, we have used the bis(guanidine) organocatalyst 1 and tetrabutylammonium iodide (Bu(4)NI) as cocatalyst. The optimal reaction conditions for the preparation of poly(EOO-co-PA) and poly(EOO-co-MA) were 80 °C for 5 h using toluene as solvent; however, the synthesis of poly(EOO-co-SA) required more extreme reaction conditions. Furthermore, we have exclusively succeeded in obtaining the trans isomer for MA-polyester. The obtained biopolyesters were characterized by NMR, Fourier transform infrared, thermogravimetric analysis, and scanning electron microscopy analyses. Since there are few examples of functionalized and defined compounds based on olive oil, it is innovative and challenging to transform these natural-based compounds into products with high added value.
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spelling pubmed-102860942023-06-23 Approach to Circular Chemistry Preparing New Polyesters from Olive Oil Werlinger, Francisca Caprile, Renato Cárdenas-Toledo, Valentino Tarraff, Bastián Mesías-Salazar, Ángela Rojas, René S. Martínez, Javier Trofymchuk, Oleksandra S. Flores, Mario E. ACS Omega [Image: see text] The transformation of cooking oils and their waste into polyesters is a challenge for circular chemistry. Herein, we have used epoxidized olive oil (EOO), obtained from cooking olive oil (COO), and various cyclic anhydrides (such as phthalic anhydride PA, maleic anhydride MA, and succinic anhydride SA) as raw materials for the preparation of new bio-based polyesters. For the synthesis of these materials, we have used the bis(guanidine) organocatalyst 1 and tetrabutylammonium iodide (Bu(4)NI) as cocatalyst. The optimal reaction conditions for the preparation of poly(EOO-co-PA) and poly(EOO-co-MA) were 80 °C for 5 h using toluene as solvent; however, the synthesis of poly(EOO-co-SA) required more extreme reaction conditions. Furthermore, we have exclusively succeeded in obtaining the trans isomer for MA-polyester. The obtained biopolyesters were characterized by NMR, Fourier transform infrared, thermogravimetric analysis, and scanning electron microscopy analyses. Since there are few examples of functionalized and defined compounds based on olive oil, it is innovative and challenging to transform these natural-based compounds into products with high added value. American Chemical Society 2023-06-05 /pmc/articles/PMC10286094/ /pubmed/37360442 http://dx.doi.org/10.1021/acsomega.3c00623 Text en © 2023 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by-nc-nd/4.0/Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/).
spellingShingle Werlinger, Francisca
Caprile, Renato
Cárdenas-Toledo, Valentino
Tarraff, Bastián
Mesías-Salazar, Ángela
Rojas, René S.
Martínez, Javier
Trofymchuk, Oleksandra S.
Flores, Mario E.
Approach to Circular Chemistry Preparing New Polyesters from Olive Oil
title Approach to Circular Chemistry Preparing New Polyesters from Olive Oil
title_full Approach to Circular Chemistry Preparing New Polyesters from Olive Oil
title_fullStr Approach to Circular Chemistry Preparing New Polyesters from Olive Oil
title_full_unstemmed Approach to Circular Chemistry Preparing New Polyesters from Olive Oil
title_short Approach to Circular Chemistry Preparing New Polyesters from Olive Oil
title_sort approach to circular chemistry preparing new polyesters from olive oil
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10286094/
https://www.ncbi.nlm.nih.gov/pubmed/37360442
http://dx.doi.org/10.1021/acsomega.3c00623
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